N-Azidoacetylglucosamine, Acetylated

Basic Information

View in Editor

CAS Number

98924-81-3

Molecular Formula

C16H22N4O10

Molecular Weight

430.37 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

View in Editor

CC(=O)OCC1C(C(C(C(O1)OC(=O)C)NC(=O)CN=[N+]=[N-])OC(=O)C)OC(=O)C

InChI

InChI=1S/C16H22N4O10/c1-7(21)26-6-11-14(27-8(2)22)15(28-9(3)23)13(16(30-11)29-10(4)24)19-12(25)5-18-20-17/h11,13-16H,5-6H2,1-4H3,(H,19,25)/t11-,13-,14-,15-,16?/m1/s1

InChIKey

HGMISDAXLUIXKM-ALTVCHKUSA-N

Complexity

736

Synonyms & References

English

AKOS015899908
W-204180
98924-81-3
SCHEMBL15710139
1,3,4,6-Tetra-O-acetyl-2-(2-azidoacetamido)-2-deoxy-b-D-glucopyranose
[(2R,3S,4R,5R)-3,4,6-triacetyloxy-5-[(2-azidoacetyl)amino]oxan-2-yl]methyl acetate
(3R,4R,5S,6R)-6-(Acetoxymethyl)-3-(2-azidoacetamido)tetrahydro-2H-pyran-2,4,5-triyl triacetate
AC7492
Ac4GlcNAz
2-[(Azidoacetyl)amino]-2-deoxy-D-glucopyranose 1,3,4,6-tetraacetate
MFCD16621060
N-Azidoacetylglucosamine, Acetylated
1,3,4,6-TETRA-O-ACETYL-2-(2-AZIDOACETAMIDO)-2-DEOXY-B-D-GLUCOPYRANOSE
1,3,4,6-Tetra-O-acetyl-2-[(azidoacetyl)amino]-2-deoxy-D-glucopyra nose
N-Azidoacetylglucosamine-tetraacylated (Ac4GIcNAz)

MDL Number

MFCD16621060

FAQ

What are the physical and chemical properties of N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3)?

N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3) is a crystalline compound with a molecular weight of approximately 273.33 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and acetone. The compound is highly reactive, particularly with nucleophiles and reducing agents, making it suitable for various chemical modifications and labeling applications.

How is N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3) typically synthesized?

N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3) is typically synthesized via acetylation of N-azidoacetylmannosamine. The synthesis involves the use of acetic anhydride and a catalytic amount of an acid like hydrochloric acid. The reaction is carried out in an organic solvent under mild heating conditions, resulting in high yield and selectivity.

What industries use N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3)?

N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3) is primarily used in pharmaceuticals for the modification of biomolecules. It is also applied in the production of sensors and semiconductors due to its reactivity and specific functional groups. Additionally, it is utilized in polymer chemistry for creating novel materials with unique properties.

What precautions should be taken when handling N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3)?

When handling N-Azidoacetylglucosamine, Acetylated (CAS: 98924-81-3), proper personal protective equipment (PPE) is essential, including gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and should be used in a fume hood to minimize inhalation risks. In case of spill, the area should be cleaned immediately, and the Safety Data Sheet (SDS) should be consulted for specific handling instructions.